JP6581452B2 - Low friction sliding mechanism with lubricating oil composition using polyalkylene glycol and acidic oxygenated organic compound - Google Patents
Low friction sliding mechanism with lubricating oil composition using polyalkylene glycol and acidic oxygenated organic compound Download PDFInfo
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- 239000000203 mixture Substances 0.000 title claims description 51
- 150000002894 organic compounds Chemical class 0.000 title claims description 48
- 239000010687 lubricating oil Substances 0.000 title claims description 43
- 230000002378 acidificating effect Effects 0.000 title claims description 37
- 229920001515 polyalkylene glycol Polymers 0.000 title description 39
- 239000000463 material Substances 0.000 claims description 48
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 46
- 229910052760 oxygen Inorganic materials 0.000 claims description 46
- 239000001301 oxygen Substances 0.000 claims description 46
- 239000002199 base oil Substances 0.000 claims description 29
- 239000002253 acid Substances 0.000 claims description 28
- 238000000576 coating method Methods 0.000 claims description 21
- 239000011248 coating agent Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 239000007769 metal material Substances 0.000 claims description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 8
- 239000010409 thin film Substances 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- -1 polybutylene Polymers 0.000 claims description 6
- 238000005461 lubrication Methods 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 229920001748 polybutylene Polymers 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- 229910000838 Al alloy Inorganic materials 0.000 claims description 2
- 229910000861 Mg alloy Inorganic materials 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 239000000956 alloy Substances 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- 239000000919 ceramic Substances 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 230000000052 comparative effect Effects 0.000 description 13
- 230000000694 effects Effects 0.000 description 12
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 238000002156 mixing Methods 0.000 description 9
- 239000010408 film Substances 0.000 description 8
- 230000001603 reducing effect Effects 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 7
- 239000005642 Oleic acid Substances 0.000 description 7
- 239000003607 modifier Substances 0.000 description 7
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 6
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 6
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 6
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 6
- 229910003481 amorphous carbon Inorganic materials 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 6
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 6
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 4
- 239000005639 Lauric acid Substances 0.000 description 4
- 239000000446 fuel Substances 0.000 description 4
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229960002446 octanoic acid Drugs 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- 230000002195 synergetic effect Effects 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 239000002156 adsorbate Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000003763 carbonization Methods 0.000 description 2
- 229910003460 diamond Inorganic materials 0.000 description 2
- 239000010432 diamond Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- BNRRFUKDMGDNNT-JQIJEIRASA-N (e)-16-methylheptadec-2-enoic acid Chemical compound CC(C)CCCCCCCCCCCC\C=C\C(O)=O BNRRFUKDMGDNNT-JQIJEIRASA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910000760 Hardened steel Inorganic materials 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 229940075529 glyceryl stearate Drugs 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000007733 ion plating Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000007734 materials engineering Methods 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 238000005240 physical vapour deposition Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M103/00—Lubricating compositions characterised by the base-material being an inorganic material
- C10M103/02—Carbon; Graphite
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/16—Ethers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/041—Carbon; Graphite; Carbon black
- C10M2201/0413—Carbon; Graphite; Carbon black used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/08—Aldehydes; Ketones
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2080/00—Special pretreatment of the material to be lubricated, e.g. phosphatising or chromatising of a metal
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Sliding-Contact Bearings (AREA)
- Chemical Vapour Deposition (AREA)
Description
本発明は、ポリアルキレングリコール及び酸性の含酸素系有機化合物を用いた潤滑油組成物が存在する低摩擦摺動機構に関する。 The present invention relates to a low friction sliding mechanism in which a lubricating oil composition using a polyalkylene glycol and an acidic oxygen-containing organic compound is present.
機械の潤滑油には、従来よりもさらに高い耐摩耗性と省燃費性が要求されている。特に省燃費性が求められる自動車部品等の機械においては摺動部品にＤＬＣ膜を適用する取組が拡大している。そして摩擦低減効果の添加剤として、エステル、脂肪酸、アミン等の油性剤が使用されている（特許文献１）。 Machine lubricants are required to have higher wear resistance and fuel efficiency than ever before. In particular, in machines such as automobile parts that require fuel efficiency, efforts to apply DLC films to sliding parts are expanding. As additives for reducing friction, oily agents such as esters, fatty acids, and amines are used (Patent Document 1).
一方、ＤＬＣ表面の摩擦による炭化（ｓｐ２増加）にともなう表面の軟質化が報告されている（非特許文献２、３）。このため、ＤＬＣ膜存在下での摩擦低減効果をさらに高める省燃費性が求められる。摩擦係数が低ければ摩擦発熱が減少するので、報告されているＤＬＣ表面の摩擦による炭化（ｓｐ２増加）にともなう表面の軟質化が抑制され、ＤＬＣの耐摩耗性が向上する可能性、また、摩擦抵抗の低減は、ＤＬＣ内部あるいはＤＬＣ部とその下部の部材間の応力が低減することにもなり、ＤＬＣ被膜が剥離するという問題も低減し、ＤＬＣの潤滑システムが長期に維持されることとなる。 On the other hand, softening of the surface due to carbonization (sp2 increase) due to friction on the DLC surface has been reported (Non-Patent Documents 2 and 3). For this reason, the fuel-saving property which further raises the friction reduction effect in DLC film presence is calculated | required. If the friction coefficient is low, the frictional heat generation decreases, so the reported softening of the surface due to carbonization (sp2 increase) due to friction of the DLC surface is suppressed, and the wear resistance of the DLC may be improved. The reduction in resistance also reduces the stress inside the DLC or between the DLC part and its lower member, reduces the problem that the DLC film peels off, and maintains the DLC lubrication system for a long time. .
本発明は、このような状況に鑑みて成されたものであり、その目的は更なる摩擦低減によるＤＬＣの潤滑システムの長期的な維持である。 The present invention has been made in view of such circumstances, and its purpose is to maintain the DLC lubrication system for a long period of time by further reducing friction.
前記目的を達成するために鋭意研究を重ねた結果、ポリアルキレングリコール（ＰＡＧ）を主成分とする高級アルコールを添加することにより、ＤＬＣ膜と金属間に形成される無灰系摩擦調整剤由来の吸着物がより低摩擦化に有効な物質に変化することによって、ＰＡＧと無灰系摩擦調整剤、特に酸性の含酸素系有機化合物との相乗効果が得られることを見出し、本発明を完成させた。 As a result of earnest research to achieve the above object, it is derived from an ashless friction modifier formed between the DLC film and the metal by adding a higher alcohol mainly composed of polyalkylene glycol (PAG). It was found that by changing the adsorbate to a substance effective for lower friction, a synergistic effect of PAG and an ashless friction modifier, particularly an acidic oxygen-containing organic compound was obtained, and the present invention was completed. It was.
すなわち、本発明（１）は、
ＤＬＣコーティング摺動部材（Ａ）と摺動部材（Ｂ）とがなす摺動面に、潤滑油組成物が存在する低摩擦摺動機構であって、
前記ＤＬＣコーティング摺動部材（Ａ）は、基材に水素含有量が１０原子％以下のダイヤモンドライクカーボンを被覆して成り、
前記摺動部材（Ｂ）は、金属材料、非金属材料及びこれらの表面に薄膜を被覆したコーティング材料からなる群より選ばれた少なくとも１種の材料から成り、
前記潤滑油組成物は、基油（Ｃ）と、ＰＡＧ（Ｄ）と、酸価が１ｍｇＫＯＨ／ｇを超える酸性の含酸素系有機化合物（Ｅ）と、を含有することを特徴とする低摩擦摺動機構である。
本発明（２）は、
前記水素含有量が０．５原子％以下であることを特徴とする、発明１に記載の低摩擦摺動機構である。
本発明（３）は、
ＤＬＣコーティング摺動部材（Ａ）と摺動部材（Ｂ）とがなす摺動面に、潤滑油組成物が存在する低摩擦摺動機構であって、
前記ＤＬＣコーティング摺動部材（Ａ）は、基材に水素を含まないａ−Ｃ系のダイヤモンドライクカーボンを被覆して成り、
前記摺動部材（Ｂ）は、金属材料、非金属材料及びこれらの表面に薄膜を被覆したコーティング材料からなる群より選ばれた少なくとも１種の材料から成り、
前記潤滑油組成物は、基油（Ｃ）と、ＰＡＧ（Ｄ）と、酸価が１ｍｇＫＯＨ／ｇを超える酸性の含酸素系有機化合物（Ｅ）と、を含有することを特徴とする低摩擦摺動機構である。
本発明（４）は、
前記摺動部材（Ｂ）において、前記金属材料が、鉄系材料、アルミニウム合金材料及び
マグネシウム合金系材料からなる群より選ばれた少なくとも１種の材料であり、
前記コーティング材料が、ＤＬＣ、セラミックからなる群より選ばれた少なくとも１種の材料の薄膜を被覆して成ることを特徴とする、発明１〜３のいずれかに記載の低摩擦摺動機構である。
本発明（５）は、
前記ＰＡＧ（Ｄ）が、ポリエチレングリコール、ポリプロピレングリコール、ポリブチレングリコールからなる群より選ばれた少なくとも１種のものであって、
前記ＰＡＧ（Ｄ）の重量平均分子量が２００〜１０，０００であることを特徴とする、発明１〜４のいずれかに記載の低摩擦摺動機構である。
本発明（６）は、
前記ＰＡＧ（Ｄ）が、潤滑油組成物全量基準で０．１〜２０．０％含有されることを特徴とする、発明１〜５のいずれかに記載の低摩擦摺動機構である。
本発明（７）は、
前記酸性の含酸素系有機化合物（Ｅ）が、炭素数８〜１，０００の含酸素系有機化合物であることを特徴とする、発明１〜６のいずれかに記載の低摩擦摺動機構である。
本発明（８）は、
前記酸性の含酸素系有機化合物（Ｅ）の酸価が１．２ｍｇＫＯＨ／ｇ以上であることを特徴とする、発明１〜７のいずれかに記載の低摩擦摺動機構である。
本発明（９）は、
前記潤滑油組成物が、酸性の含酸素系有機化合物（Ｅ）を、潤滑油組成物全量基準で０．０５〜５．０％含有し、
前記酸性の含酸素系有機化合物（Ｅ）が、アルコール類、エステル類、エーテル類、ケトン類、アルデヒド類、カーボネート類及びこれらの誘導体からなる群より選ばれた少なくとも１種のものを含有することを特徴とする、発明１〜７のいずれかに記載の低摩擦摺動機構である。
本発明（１０）は、
発明１〜９のいずれか１つの項に記載の低摩擦摺動機構を用いたことを特徴とする潤滑システムである。
That is, the present invention (1)
A low friction sliding mechanism in which a lubricating oil composition is present on the sliding surface formed by the DLC-coated sliding member (A) and the sliding member (B),
The DLC coating sliding member (A) is formed by coating a base material with diamond-like carbon having a hydrogen content of 10 atomic% or less,
The sliding member (B) is composed of at least one material selected from the group consisting of a metallic material, a non-metallic material, and a coating material in which a thin film is coated on the surface thereof,
The lubricating oil composition contains a base oil (C), a PAG (D), and an acidic oxygen-containing organic compound (E) having an acid value of more than 1 mgKOH / g. It is a sliding mechanism.
The present invention (2)
2. The low friction sliding mechanism according to invention 1, wherein the hydrogen content is 0.5 atomic% or less.
The present invention (3)
A low friction sliding mechanism in which a lubricating oil composition is present on the sliding surface formed by the DLC-coated sliding member (A) and the sliding member (B),
The DLC-coated sliding member (A) is formed by coating a base material with aC-based diamond-like carbon not containing hydrogen,
The sliding member (B) is composed of at least one material selected from the group consisting of a metallic material, a non-metallic material, and a coating material in which a thin film is coated on the surface thereof,
The lubricating oil composition contains a base oil (C), a PAG (D), and an acidic oxygen-containing organic compound (E) having an acid value of more than 1 mgKOH / g. It is a sliding mechanism.
The present invention (4)
In the sliding member (B), the metal material is at least one material selected from the group consisting of iron-based materials, aluminum alloy materials, and magnesium alloy-based materials,
The low-friction sliding mechanism according to any one of inventions 1 to 3, wherein the coating material is formed by coating a thin film of at least one material selected from the group consisting of DLC and ceramic. .
The present invention (5)
The PAG (D) is at least one selected from the group consisting of polyethylene glycol, polypropylene glycol, polybutylene glycol,
5. The low friction sliding mechanism according to any one of inventions 1 to 4, wherein the PAG (D) has a weight average molecular weight of 200 to 10,000.
The present invention (6)
The low friction sliding mechanism according to any one of inventions 1 to 5, wherein the PAG (D) is contained in an amount of 0.1 to 20.0% based on the total amount of the lubricating oil composition.
The present invention (7)
The low-friction sliding mechanism according to any one of inventions 1 to 6, wherein the acidic oxygen-containing organic compound (E) is an oxygen-containing organic compound having 8 to 1,000 carbon atoms. is there.
The present invention (8)
The low friction sliding mechanism according to any one of inventions 1 to 7, wherein the acid value of the acidic oxygen-containing organic compound (E) is 1.2 mgKOH / g or more.
The present invention (9)
The lubricating oil composition contains 0.05 to 5.0% of an acidic oxygen-containing organic compound (E) based on the total amount of the lubricating oil composition,
The acidic oxygen-containing organic compound (E) contains at least one selected from the group consisting of alcohols, esters, ethers, ketones, aldehydes, carbonates and derivatives thereof. The low-friction sliding mechanism according to any one of inventions 1 to 7,
The present invention (10)
A lubrication system using the low friction sliding mechanism according to any one of inventions 1 to 9.
本発明は、ＰＡＧを基油に添加した系において酸性の含酸素系有機化合物を加えることによってＤＬＣの摩擦低減機能をより高めることができる。 In the present invention, the friction reducing function of DLC can be further enhanced by adding an acidic oxygen-containing organic compound in a system in which PAG is added to the base oil.
本形態に係る低摩擦摺動機構は、ＤＬＣコーティング摺動部材（Ａ）と摺動部材（Ｂ）とがなす摺動面に、潤滑油組成物が存在する低摩擦摺動機構である。以下、本形態に係る低摩擦摺動機構に関して詳細に説明するが、本発明はこれらに何ら限定されない。 The low-friction sliding mechanism according to this embodiment is a low-friction sliding mechanism in which a lubricating oil composition is present on the sliding surface formed by the DLC-coated sliding member (A) and the sliding member (B). Hereinafter, although the low friction sliding mechanism according to the present embodiment will be described in detail, the present invention is not limited to these.
≪本発明の構成≫
＜ＤＬＣコーティング摺動部材（Ａ）＞
ＤＬＣコーティング摺動部材（Ａ）とは、基材にＤＬＣ（ダイヤモンドライクカーボン）をコーティングした摺動部材である。
<< Configuration of the Present Invention >>
<DLC coating sliding member (A)>
The DLC-coated sliding member (A) is a sliding member obtained by coating a base material with DLC (diamond-like carbon).
（基材）
ＤＬＣコーティング摺動部材（Ａ）に用いられる基材としては、特に限定されないが、例えば浸炭鋼、焼入鋼、アルミニウム等の非鉄金属などを好適に使用できる。
(Base material)
Although it does not specifically limit as a base material used for a DLC coating sliding member (A), For example, non-ferrous metals, such as carburized steel, hardened steel, aluminum, etc. can be used conveniently.
（ＤＬＣ）
ＤＬＣコーティング摺動部材（Ａ）に用いられるＤＬＣは、炭素元素を主として構成された非晶質であり、炭素同士の結合形態がダイヤモンド構造（ＳＰ３結合）とグラファイト結合（ＳＰ２結合）の両方から成る。具体的には、炭素元素だけから成るａ−Ｃ（アモルファスカーボン）、水素を含有するａ−Ｃ：Ｈ（水素アモルファスカーボン）、及びチタン（Ｔｉ）やモリブデン（Ｍｏ）等の金属元素を一部に含むＭｅＣが挙げられる。
(DLC)
The DLC used for the DLC coating sliding member (A) is amorphous mainly composed of carbon element, and the bonding form between carbons consists of both a diamond structure (SP3 bond) and a graphite bond (SP2 bond). . Specifically, aC (amorphous carbon) consisting only of carbon elements, aC: H (hydrogen amorphous carbon) containing hydrogen, and some metal elements such as titanium (Ti) and molybdenum (Mo). MeC included in
低摩擦摺動機構では、ＤＬＣは大幅な摩擦低減効果の発揮の面から、水素を含まないａ−Ｃ系材料から成ることが好ましい。また、ＤＬＣは、水素含有量が増加すると摩擦係数が増すことから、水素含有量が１０原子％以下であることが好ましい。更に、潤滑油組成物中での摺動時の摩擦係数を十分に低下させ、さらに安定した摺動特性を確保するためには、５原子％以下であることがより好ましく、０．５原子％以下であることがさらに好ましい。 In the low friction sliding mechanism, the DLC is preferably made of an aC-based material that does not contain hydrogen from the standpoint of exerting a significant friction reducing effect. Further, DLC preferably has a hydrogen content of 10 atomic% or less because the coefficient of friction increases as the hydrogen content increases. Furthermore, in order to sufficiently reduce the friction coefficient at the time of sliding in the lubricating oil composition and to secure more stable sliding characteristics, it is more preferably 5 atomic% or less, and 0.5 atomic%. More preferably, it is as follows.
このような水素含有量の低いＤＬＣ材は、例えばスパッタリング法やイオンプレーティング法など、水素や水素含有化合物を実質的に使用しないＰＶＤ法によって成膜することによって得られる。この場合、成膜時に水素を含まないガスを用いるだけでなく、反応容器や基材保持具のベーキングや、基材表面のクリーニングを十分に行ったうえで成膜することが被膜中の水素量を減らすために望ましい。 Such a DLC material having a low hydrogen content can be obtained by forming a film by a PVD method that substantially does not use hydrogen or a hydrogen-containing compound, such as a sputtering method or an ion plating method. In this case, the amount of hydrogen in the coating is not only to use a gas that does not contain hydrogen during film formation, but also to perform film formation after sufficiently baking the reaction vessel and base material holder and cleaning the surface of the base material. Desirable to reduce.
＜摺動部材（Ｂ）＞
摺動部材（Ｂ）の構成材料としては、特に制限はなく、例えば、鉄系材料、アルミニウム系材料、マグネシウム系材料、チタン系材料等の金属材料、樹脂、プラスティック及びカーボン等の非金属材料、これら金属材料や非金属材料に各種の薄膜コーティングを施した材料等が挙げられる。特に、鉄系材料、アルミニウム系材料及びマグネシウム系材料は、既存の機械・装置等の摺動部に適用しやすいために好ましい。
<Sliding member (B)>
The constituent material of the sliding member (B) is not particularly limited, and examples thereof include metal materials such as iron-based materials, aluminum-based materials, magnesium-based materials, and titanium-based materials, non-metallic materials such as resins, plastics, and carbon, Examples include materials obtained by applying various thin film coatings to these metal materials and non-metal materials. In particular, iron-based materials, aluminum-based materials, and magnesium-based materials are preferable because they can be easily applied to sliding parts of existing machines and devices.
＜摺動面＞
ＤＬＣコーティング摺動部材（Ａ）と摺動部材（Ｂ）とがなす摺動面とは、２つの摺動部材の表面が接触する摺動面である。
<Sliding surface>
The sliding surface formed by the DLC coating sliding member (A) and the sliding member (B) is a sliding surface where the surfaces of the two sliding members are in contact.
＜潤滑油組成物＞
潤滑油組成物は、基油（Ｃ）と、ＰＡＧ（Ｄ）と、酸性の含酸素系有機化合物（Ｅ）と、を含有することを特徴とする。ポリアルキレングリコール（ＰＡＧ）を主成分とする高級アルコールを添加することにより、ＤＬＣ膜と金属間に形成される無灰系摩擦調整剤由来の吸着物がより低摩擦化に有効な物質に変化することによって、ＰＡＧと無灰系摩擦調整剤、特に酸性の含酸素系有機化合物との相乗効果が得られる。
<Lubricating oil composition>
The lubricating oil composition contains a base oil (C), PAG (D), and an acidic oxygen-containing organic compound (E). By adding a higher alcohol mainly composed of polyalkylene glycol (PAG), the adsorbate derived from the ashless friction modifier formed between the DLC film and the metal is changed to a substance effective for lower friction. Thus, a synergistic effect between the PAG and the ashless friction modifier, particularly an acidic oxygen-containing organic compound can be obtained.
（基油（Ｃ））
基油（Ｃ）は、特に限定されない。例えば、通常の潤滑油およびグリース組成物に使用される鉱油、合成油、動植物油、これらの混合油を適宜使用することができる。具体例としては、ＡＰＩ（アメリカ石油協会、Ａｍｅｒｉｃａｎ Ｐｅｔｒｏｌｅｕｍ Ｉｎｓｔｉｔｕｔｅ）の基油カテゴリーでグループ１〜５のものを挙げることができる。ここで、ＡＰＩの基油カテゴリーとは、潤滑油基油の指針を作成するためにアメリカ石油協会によって定義された基油材料の広範な分類である。酸化安定性に優れることから、グループ３に属する基油が好ましい。
(Base oil (C))
The base oil (C) is not particularly limited. For example, mineral oils, synthetic oils, animal and vegetable oils, and mixed oils thereof used in ordinary lubricating oils and grease compositions can be used as appropriate. Specific examples include those in groups 1 to 5 in the base oil category of API (American Petroleum Institute). Here, the API base oil category is a broad class of base oil materials defined by the American Petroleum Institute to create lubricant base oil guidelines. Base oils belonging to Group 3 are preferred because of their excellent oxidation stability.
基油の動粘度は、特に制限されないが、摩耗防止と省燃費性能を考慮した実用性から、１００℃における動粘度が２〜３２ｍｍ２／ｓであることが好ましく、３〜８ｍｍ２／ｓであることがより好ましい。 The kinematic viscosity of the base oil is not particularly limited, a practical considering antiwear and fuel saving performance, preferably a kinematic viscosity at 100 ° C. is 2~32mm 2 / s, at a 3 to 8 mm 2 / s More preferably.
基油の粘度指数は、特に制限されないが、摩耗防止と省燃費性能を考慮した実用性から、１０〜２００であることが好ましく、１００〜２００であることがより好ましい。 The viscosity index of the base oil is not particularly limited, but is preferably 10 to 200, and more preferably 100 to 200, from the practicality considering wear prevention and fuel saving performance.
（ＰＡＧ（Ｄ））
ポリアルキレングリコール（ＰＡＧ）とはアルキレングリコールが複数重合した化合物であり、一般式ＨＯ−（ＣｎＨｍＯ）ｓ−Ｈ、あるいは、ＨＯ−（ＣｎＨｍＯ）ｓ−ＯＨで表されるが特に限定されない。油溶性が低い材料であることから、ポリエチレングリコール、ポリプロピレングリコール、ポリブチレングリコールからなる群より選ばれた少なくとも１種のものであることが好ましく、重量平均分子量が２００〜１０，０００であることが好ましい。重量平均分子量が２００〜６，０００であることがより好ましく、２００〜４，０００であることがさらに好ましい。なお、重量平均分子量が２００以下では、オイルへの溶解性が向上するが、蒸発性が悪化し、一方では１０，０００を越えるとオイルへの溶解性が悪くなる。
(PAG (D))
Polyalkylene glycol (PAG) is a compound in which a plurality of alkylene glycols are polymerized, and is represented by the general formula HO— (CnHmO) s—H or HO— (CnHmO) s—OH, but is not particularly limited. Since it is a material with low oil solubility, it is preferably at least one selected from the group consisting of polyethylene glycol, polypropylene glycol, and polybutylene glycol, and the weight average molecular weight is preferably 200 to 10,000. preferable. The weight average molecular weight is more preferably 200 to 6,000, and further preferably 200 to 4,000. When the weight average molecular weight is 200 or less, the solubility in oil is improved, but the evaporation property is deteriorated. On the other hand, when it exceeds 10,000, the solubility in oil is deteriorated.
ＰＡＧは、油溶性が低い材料であることから、潤滑油組成物全量基準で０．１〜２０．０％含有されることが好ましく、０．１〜１０．０％含有されることがより好ましく、０．１〜５．０％含有されることがさらに好ましい。 Since PAG is a material having low oil solubility, it is preferably contained in an amount of 0.1 to 20.0%, more preferably 0.1 to 10.0% based on the total amount of the lubricating oil composition. More preferably, the content is 0.1 to 5.0%.
（酸性の含酸素系有機化合物（Ｅ））
酸性の含酸素系有機化合物（Ｅ）とは、炭化水素直鎖を有する酸価が１ｍｇＫＯＨ／ｇを超える酸性化合物であり、特に限定されない。酸価が１ｍｇＫＯＨ／ｇを超えるところに閾値が存在すると考えられ、酸価は、１．０ｍｇＫＯＨ／ｇより大きいものであることが好ましく、１．１ｍｇＫＯＨ／ｇ以上であることがより好ましく、１．２ｍｇＫＯＨ／ｇ以上であることがさらに好ましい。酸価は、ＪＩＳ Ｋ ００７０に準拠した方法で測定することができる。
(Acid oxygen-containing organic compound (E))
The acidic oxygen-containing organic compound (E) is an acidic compound having a hydrocarbon straight chain with an acid value exceeding 1 mgKOH / g, and is not particularly limited. A threshold value is considered to exist where the acid value exceeds 1 mgKOH / g, and the acid value is preferably greater than 1.0 mgKOH / g, more preferably 1.1 mgKOH / g or more. More preferably, it is 2 mgKOH / g or more. The acid value can be measured by a method based on JIS K 0070.
また、油溶性が低い材料であることから、炭素数が８以上であることが好ましく、表１に示すようにＰＡＧ（Ｄ）との相乗効果により低摩擦係数を得るためには８〜１０００であることがより好ましく、８〜１８であることがさらに好ましい。なお、炭素数が８以下では、油性が悪いため所定の摩擦低減効果が得られず、１，０００を越えるとオイルへの溶解性が低下したり、熱酸化安定性が低下するので好ましくない。さらに、酸性の含酸素系有機化合物（Ｅ）が、エステル、カプリル酸、ラウリン酸、ステアリン酸、オレイン酸からなる群より選ばれた少なくとも１種のものであることが好ましい。 Moreover, since it is a material with low oil solubility, it is preferable that carbon number is 8 or more, and in order to obtain a low friction coefficient by a synergistic effect with PAG (D) as shown in Table 1, it is 8-1000. More preferably, it is more preferably 8-18. If the number of carbon atoms is 8 or less, the predetermined friction reduction effect cannot be obtained because of poor oiliness, and if it exceeds 1,000, the solubility in oil decreases and the thermal oxidation stability decreases, which is not preferable. Furthermore, the acidic oxygen-containing organic compound (E) is preferably at least one selected from the group consisting of esters, caprylic acid, lauric acid, stearic acid, and oleic acid.
本発明に係る潤滑油組成物は、酸性の含酸素系有機化合物（Ｅ）が、摩擦係数低減効果を十分得るために、潤滑油組成物全量基準で０．１％以上であることが好ましく、０．３％以上であることがより好ましい。また、上限は特に定めないが油溶性が低い材料であることから、５．０％以下であることが好ましい。 In the lubricating oil composition according to the present invention, the acidic oxygen-containing organic compound (E) is preferably 0.1% or more based on the total amount of the lubricating oil composition in order to obtain a sufficient friction coefficient reducing effect, More preferably, it is 0.3% or more. Moreover, although there is no particular upper limit, it is preferably 5.0% or less because it is a material with low oil solubility.
（他の成分）
潤滑油組成物には、他に、無灰分散剤、摩耗防止剤、極圧剤、金属系清浄剤、酸化防止剤、粘度指数向上剤、摩擦調整剤、防錆剤、非イオン系界面活性剤、抗乳化剤、金属不活性化剤、及び消泡剤等の各種添加剤を単独で又は複数種を組合せて配合してもよい。
(Other ingredients)
Other lubricant compositions include ashless dispersants, antiwear agents, extreme pressure agents, metal detergents, antioxidants, viscosity index improvers, friction modifiers, rust inhibitors, nonionic surfactants. Various additives such as a demulsifier, a metal deactivator, and an antifoaming agent may be used alone or in combination.
≪本発明の効果≫
本発明は、ＰＡＧを基油に添加した系において酸価が１ｍｇＫＯＨ／ｇを超える酸性の含酸素系有機化合物を加えることによってＤＬＣの摩擦低減機能をより高めることができる。
<< Effect of the present invention >>
The present invention can further enhance the friction reducing function of DLC by adding an acidic oxygen-containing organic compound having an acid value exceeding 1 mgKOH / g in a system in which PAG is added to the base oil.
摩擦低減機能は、摩擦試験を行うことによって確認することができる。Ｃｙｌｉｎｄｅｒ ｏｎ ｄｉｓｋのＳＲＶ摩擦試験機（ＡＳＴＭ Ｄ６４２５）を用い、摩擦係数を測定する。条件は、温度：８０℃、周波数：５０Ｈｚ、荷重：１００Ｎである。 The friction reducing function can be confirmed by performing a friction test. The coefficient of friction is measured using a Cylinder on disk SRV friction tester (ASTM D6425). The conditions are: temperature: 80 ° C., frequency: 50 Hz, load: 100N.
本発明に係る低摩擦摺動機構を用いて潤滑システムとすることができる。具体的には、例えば、内燃機関、動力伝達部、各種機械における摺動部等に用いることができる。 The low friction sliding mechanism according to the present invention can be used as a lubrication system. Specifically, it can be used for, for example, an internal combustion engine, a power transmission unit, a sliding unit in various machines, and the like.
次に、本発明を実施例及び比較例により、更に詳細に説明するが、本発明は、これらの例によって何ら限定されるものではない。 EXAMPLES Next, although an Example and a comparative example demonstrate this invention further in detail, this invention is not limited at all by these examples.
≪原料≫
実施例１〜７、比較例１〜８で用いた原料は以下である。
＜基油＞
フィッシャートロプッシュ法により合成されたＧＴＬ（ガストゥリキッド）で、グループ３に属するものであり、１００℃動粘度が７．５８ｍｍ２／ｓ、粘度指数が１４１のものである。
≪Raw material≫
The raw materials used in Examples 1 to 7 and Comparative Examples 1 to 8 are as follows.
<Base oil>
GTL (Gas Liquid) synthesized by the Fischer-Tropsch method, belonging to Group 3, having a 100 ° C. kinematic viscosity of 7.58 mm 2 / s and a viscosity index of 141.
＜添加剤＞
（ＰＡＧ）
一般式ＨＯ−（ＣｎＨｍＯ）ｓ−Ｈで表されるポリアルキレングリコールを用いた。１００℃動粘度が２．１ｍｍ２／ｓ、粘度指数が４９、重量平均分子量が２００のものである。モノマーとしてエチレンとプロピレンのケミカルミックスで構成される。
（酸性の含酸素系有機化合物）
・カプリル酸
組成（％）は、Ｃ６が０．５、Ｃ８が９９、Ｃ１０が０．５である。
・ラウリン酸
組成（％）は、Ｃ１０が０．５、Ｃ１２が９９、Ｃ１４が０．５である。
・ステアリン酸
組成（％）は、Ｃ１４が３、Ｃ１６が５０、Ｃ１８が４７である。
・オレイン酸
組成は、Ｃ１８Ｈ３４Ｏ２である。
・高分子型含酸素系有機化合物
Ｐｅｒｆａｄ ３００６ （ＣＲＯＤＡ）を用いた。高分子型摩擦調整剤の含酸素系有機化合物で、平均分子量が１０，０００となる化合物を用いた。
（グリセリンモノオレート）
下記化学式１で示される。
（グリセリンモノイソステアレート）
下記化学式２で示される。
(PAG)
A polyalkylene glycol represented by the general formula HO— (CnHmO) s—H was used. It has a 100 ° C. kinematic viscosity of 2.1 mm 2 / s, a viscosity index of 49, and a weight average molecular weight of 200. Consists of a chemical mix of ethylene and propylene as monomers.
(Acid oxygen-containing organic compounds)
-Caprylic acid The composition (%) is 0.5 for C6, 99 for C8, and 0.5 for C10.
-Lauric acid The composition (%) is 0.5 for C10, 99 for C12, and 0.5 for C14.
-Stearic acid The composition (%) is C14 is 3, C16 is 50, and C18 is 47.
-Oleic acid The composition is C18H34O2.
-Polymer type oxygen-containing organic compound Perfad 3006 (CRODA) was used. A compound having an average molecular weight of 10,000, which is an oxygen-containing organic compound as a polymer friction modifier, was used.
(Glycerol monooleate)
It is represented by the following chemical formula 1.
It is represented by the following chemical formula 2.
≪製造方法≫
（実施例１）
基油、ＰＡＧ、高分子型含酸素系有機化合物の合計量が１００％になるように表１記載の割合にて配合・調整し、潤滑油組成物を得た。
（実施例２、３）
基油、ＰＡＧ、酸性の含酸素系有機化合物としてカプリル酸の合計量が１００％になるように表１記載の割合にて配合・調整し、潤滑油組成物を得た。カプリル酸には酸価が４２５ｍｇＫＯＨ／ｇのものを用いた。
（実施例４）
酸性の含酸素系有機化合物としてラウリン酸を用いて、表１記載の割合にて、実施例１と同様に配合・調整し、潤滑油組成物を得た。ラウリル酸には酸価が２８０ｍｇＫＯＨ／ｇのものを用いた。
（実施例５）
酸性の含酸素系有機化合物としてステアリン酸を用いて、表１記載の割合にて、実施例１と同様に配合・調整し、潤滑油組成物を得た。ステアリン酸には酸価が２００ｍｇＫＯＨ／ｇのものを用いた。
（実施例６、７）
酸性の含酸素系有機化合物としてオレイン酸を用いて、表１記載の割合にて、実施例１と同様に配合・調整し、潤滑油組成物を得た。オレイン酸には酸価が２００ｍｇＫＯＨ／ｇのものを用いた。
≪Manufacturing method≫
Example 1
A lubricating oil composition was obtained by blending and adjusting the base oil, PAG, and polymer-type oxygen-containing organic compound at a ratio shown in Table 1 so that the total amount was 100%.
(Examples 2 and 3)
A lubricating oil composition was obtained by blending and adjusting the base oil, PAG, and acidic oxygen-containing organic compound at a ratio shown in Table 1 so that the total amount of caprylic acid was 100%. Caprylic acid having an acid value of 425 mg KOH / g was used.
Example 4
Using lauric acid as the acidic oxygen-containing organic compound, blending and adjusting were carried out in the same manner as in Example 1 in the proportions shown in Table 1 to obtain a lubricating oil composition. Lauric acid having an acid value of 280 mgKOH / g was used.
(Example 5)
Using a stearic acid as an acidic oxygen-containing organic compound, the composition shown in Table 1 was blended and adjusted in the same manner as in Example 1 to obtain a lubricating oil composition. A stearic acid having an acid value of 200 mgKOH / g was used.
(Examples 6 and 7)
Using oleic acid as the acidic oxygen-containing organic compound, the composition shown in Table 1 was formulated and adjusted in the same manner as in Example 1 to obtain a lubricating oil composition. Oleic acid having an acid value of 200 mgKOH / g was used.
（比較例１、２）
基油、ＰＡＧ、及び、グリセリンモノオレート、グリセリンモノイソステアレートの合計量が１００％になるように表２記載の割合にて配合・調整し、潤滑油組成物を得た。グリセリンモノオレートおよびグリセリンモノイソステアレートには酸価が１ｍｇＫＯＨ／ｇのものを用いた。
（比較例３）
基油、及び、高分子型含酸素系有機化合物の合計量が１００％になるように表２記載の割合にて配合・調整し、潤滑油組成物を得た。高分子型含酸素系有機化合物には酸価が１．２ｍｇＫＯＨ／ｇのものを用いた。
（比較例４、７）
基油、オレイン酸の合計量が１００％になるように表２記載の割合にて配合・調整し、潤滑油組成物を得た。オレイン酸には酸価が２００ｍｇＫＯＨ／ｇのものを用いた。
（比較例５、６）
基油、ＰＡＧ、グリセリンモノオレート、グリセリンステアレートの合計量が１００％になるように表２記載の割合にて配合・調整し、潤滑油組成物を得た。グリセリンモノオレートおよびグリセリンモノイソステアレートには酸価が１ｍｇＫＯＨ／ｇのものを用いた。
（比較例８）
基油、ＰＡＧの合計量が１００ｇ％になるように表２記載の割合にて配合・調整し、潤滑油組成物を得た。
(Comparative Examples 1 and 2)
A lubricating oil composition was obtained by blending and adjusting the base oil, PAG, glycerol monooleate, and glycerol monoisostearate at a ratio shown in Table 2 so that the total amount was 100%. Glycerol monooleate and glycerol monoisostearate having an acid value of 1 mgKOH / g were used.
(Comparative Example 3)
A lubricating oil composition was obtained by blending and adjusting the base oil and the polymer-type oxygen-containing organic compound at a ratio shown in Table 2 so that the total amount was 100%. A high molecular oxygen-containing organic compound having an acid value of 1.2 mgKOH / g was used.
(Comparative Examples 4 and 7)
A lubricating oil composition was obtained by blending and adjusting the base oil and oleic acid at a ratio shown in Table 2 so that the total amount of the base oil and oleic acid was 100%. Oleic acid having an acid value of 200 mgKOH / g was used.
(Comparative Examples 5 and 6)
A lubricating oil composition was obtained by blending and adjusting the base oil, PAG, glycerin monooleate and glyceryl stearate at a ratio shown in Table 2 so that the total amount was 100%. Glycerol monooleate and glycerol monoisostearate having an acid value of 1 mgKOH / g were used.
(Comparative Example 8)
A lubricating oil composition was obtained by blending and adjusting the base oil and the PAG at a ratio shown in Table 2 so that the total amount of the base oil and PAG was 100 g%.
≪試験≫
水素含有量が０．５原子％以下のダイヤモンドライクカーボンを被覆して成るＤＬＣコーティング摺動部材と、ＳＵＪ２材料から成る摺動部材とがなす摺動面に、実施例１〜７、比較例１〜８の各潤滑油組成物が存在する低摩擦摺動機構を作製し、摩擦試験を行った。Ｃｙｌｉｎｄｅｒ ｏｎ ｄｉｓｋのＳＲＶ摩擦試験機（ＡＳＴＭ Ｄ６４２５）を用い、摩擦係数を測定した。条件は、温度：８０℃、周波数：５０Ｈｚ、荷重：１００Ｎである。結果を表１、２に示す。
≪Test≫
Examples 1 to 7 and Comparative Example 1 were formed on the sliding surface formed by the DLC-coated sliding member coated with diamond-like carbon having a hydrogen content of 0.5 atomic% or less and the sliding member made of SUJ2 material. A low friction sliding mechanism in which each of the lubricating oil compositions of ˜8 was present was prepared and subjected to a friction test. The coefficient of friction was measured using a Cylinder on disk SRV friction tester (ASTM D6425). The conditions are: temperature: 80 ° C., frequency: 50 Hz, load: 100N. The results are shown in Tables 1 and 2.
また、ＤＬＣを被覆しないＳＵＪ２の摺動部材と、ＳＵＪ２材料から成る摺動部材とがなす摺動面に、比較例７の各潤滑油組成物が存在する低摩擦摺動機構を作製し、同様の摩擦試験を行った。結果を表２に示す。 Further, a low friction sliding mechanism in which each lubricating oil composition of Comparative Example 7 exists on the sliding surface formed by the sliding member made of SUJ2 that does not cover DLC and the sliding member made of the SUJ2 material was similarly manufactured. A friction test was conducted. The results are shown in Table 2.
ＤＬＣ内部に含まれる不対炭素原子が形成するダングリングボンドには摩擦摺動機構内に含まれる極性の高い物質を吸着する効果が高い。特にダングリングボンドは正に帯電しているため、電気陰性度の高い物質を吸着させやすい。従来酸素分子を化合物内に含む有機物は電気陰性度の高いため、ＤＬＣ上の摩擦においては摩擦係数を低減させやすいと考えられてきた。これらは比較例１〜４に示すように単に分子内に酸素を含む材料において摩擦係数０．０６程度を発現する。 A dangling bond formed by unpaired carbon atoms contained in the DLC has a high effect of adsorbing a highly polar substance contained in the frictional sliding mechanism. In particular, since dangling bonds are positively charged, substances having high electronegativity are easily adsorbed. Conventionally, organic substances containing oxygen molecules in a compound have a high electronegativity, and thus it has been considered that the friction coefficient is easily reduced in friction on DLC. As shown in Comparative Examples 1 to 4, these merely express a friction coefficient of about 0.06 in a material containing oxygen in the molecule.
この摩擦係数０．０６程度の水準に対し、実施例で示すようにＰＡＧを酸性の含酸素系有機化合物と組み合わせて使用することで更に低い摩擦係数０．０１〜０．０５を発現するという相乗効果を得ることが分かる。この理由は、ＰＡＧは極性が高いため、油溶性に限界があり圧力が高い接触下では潤滑油組成物内から析出しやすい。特にＰＡＧは摩擦により活性が高くなった表面に析出しやすい。ＰＡＧは同様に極性が高いため、電気陰性度の高い酸性の含酸素系有機化合物を溶解させやすく、摩擦表面上にはＰＡＧに溶解した酸性の含酸素系有機化合物の濃度が通常の潤滑剤内に比べ高くなる。この効果によりＰＡＧを使用すると、使用しない場合の比較例１〜４に比べ酸性の含酸素系有機化合物の持つ低摩擦効果をさらに高めることができる。 In contrast to this level of friction coefficient of about 0.06, as shown in the examples, PAG is used in combination with an acidic oxygen-containing organic compound to produce a lower friction coefficient of 0.01 to 0.05. It turns out that an effect is acquired. This is because PAG has a high polarity and therefore has a limit in oil solubility and is likely to precipitate from within the lubricating oil composition under high pressure contact. In particular, PAG is likely to be deposited on a surface whose activity is increased by friction. Since PAG is also highly polar, it is easy to dissolve acidic oxygen-containing organic compounds with high electronegativity, and the concentration of acidic oxygen-containing organic compounds dissolved in PAG on the friction surface is within a normal lubricant. Higher than When PAG is used due to this effect, the low friction effect of the acidic oxygen-containing organic compound can be further enhanced as compared with Comparative Examples 1 to 4 when not used.
しかしながら、この相乗効果は比較例５、６に示す通りＪＩＳ Ｋ ２５０１による酸価が１以下では発現しない。酸性の含酸素系有機化合物の酸価は１ｍｇＫＯＨ／ｇより大でなければならない。この理由は、ＤＬＣ上では上記のように、酸性の含酸素系有機化合物が電気陰性度の高いＤＬＣ表面に吸着しやすく低摩擦効果が高いが、ＰＡＧ自体には比較例８に示すようにＤＬＣ上での著しい低摩擦効果は発現せず、ＰＡＧよりもＤＬＣに対する吸着力が劣る化合物は競争吸着により表面から排除されるため低摩擦を発現できない。酸性の含酸素系有機化合物は酸価が高い程、電気陰性度が高くなる傾向があり、その閾値として実施例１〜７に示すように酸価が１より大でなければならない。 However, this synergistic effect does not appear when the acid value according to JIS K 2501 is 1 or less as shown in Comparative Examples 5 and 6. The acid value of the acidic oxygenated organic compound must be greater than 1 mg KOH / g. The reason for this is that, as described above, the acidic oxygen-containing organic compound is easily adsorbed on the DLC surface having a high electronegativity on the DLC, and the low friction effect is high, but the PAG itself has a DLC as shown in Comparative Example 8. The remarkably low friction effect on the above is not expressed, and a compound having a lower adsorbing power to DLC than PAG is excluded from the surface by competitive adsorption, so that low friction cannot be expressed. As the acid value of an acidic oxygen-containing organic compound increases, the electronegativity tends to increase, and the acid value must be larger than 1 as shown in Examples 1 to 7 as a threshold value.
表１、２より、潤滑油組成物は、ＰＡＧを基油に添加した系において酸価としては（ＪＩＳ Ｋ ２５０１）により酸価を評価した各酸性の含酸素系有機化合物のうち酸価が１ｍｇＫＯＨ／ｇより大となる酸性の含酸素系有機化合物を加えることによってＤＬＣの摩擦低減機能をより高めることができることがわかる。本特許は、従来の無灰系摩擦調整剤の効果を、ＰＡＧと酸性の含酸素系有機化合物を組み合わせることで著しく上回る配合技術である。 From Tables 1 and 2, the lubricating oil composition has an acid value of 1 mgKOH among the acidic oxygen-containing organic compounds whose acid value was evaluated according to (JIS K 2501) as the acid value in the system in which PAG was added to the base oil. It can be seen that the friction reducing function of DLC can be further enhanced by adding an acidic oxygen-containing organic compound that is greater than / g. This patent is a blending technique that significantly exceeds the effects of conventional ashless friction modifiers by combining PAG and acidic oxygenated organic compounds.
Claims (9)
前記ＤＬＣコーティング摺動部材（Ａ）は、基材に水素含有量が１０原子％以下のダイヤモンドライクカーボンを被覆して成り、
前記摺動部材（Ｂ）は、金属材料、非金属材料及びこれらの表面に薄膜を被覆したコーティング材料からなる群より選ばれた少なくとも１種の材料から成り、
前記潤滑油組成物は、基油（Ｃ）と、ＰＡＧ（Ｄ）と、酸価が１ｍｇＫＯＨ／ｇを超える酸性の含酸素系有機化合物（Ｅ）と、を含有し、
前記潤滑油組成物が、前記含酸素系有機化合物（Ｅ）を、潤滑油組成物全量基準で０．０５〜５．０％含有し、
前記潤滑油組成物が、前記ＰＡＧ（Ｄ）を、潤滑油組成物全量基準で０．１〜２０．０％含有し、且つ
前記基油（Ｃ）と前記ＰＡＧ（Ｄ）と前記酸性の含酸素系有機化合物（Ｅ）は、相互に相違する成分であることを特徴とする低摩擦摺動機構。 A low friction sliding mechanism in which a lubricating oil composition is present on the sliding surface formed by the DLC-coated sliding member (A) and the sliding member (B),
The DLC coating sliding member (A) is formed by coating a base material with diamond-like carbon having a hydrogen content of 10 atomic% or less,
The sliding member (B) is composed of at least one material selected from the group consisting of a metallic material, a non-metallic material, and a coating material in which a thin film is coated on the surface thereof,
The lubricating oil composition contains a base oil (C), PAG (D), and an acidic oxygen-containing organic compound (E) having an acid value exceeding 1 mgKOH / g ,
The lubricating oil composition contains the oxygen-containing organic compound (E) in an amount of 0.05 to 5.0% based on the total amount of the lubricating oil composition,
The lubricating oil composition contains the PAG (D) in an amount of 0.1 to 20.0% based on the total amount of the lubricating oil composition, and
The low-friction sliding mechanism characterized in that the base oil (C), the PAG (D), and the acidic oxygen-containing organic compound (E) are mutually different components .
前記ＤＬＣコーティング摺動部材（Ａ）は、基材に水素を含まないａ−Ｃ系のダイヤモンドライクカーボンを被覆して成り、
前記摺動部材（Ｂ）は、金属材料、非金属材料及びこれらの表面に薄膜を被覆したコーティング材料からなる群より選ばれた少なくとも１種の材料から成り、
前記潤滑油組成物は、基油（Ｃ）と、ＰＡＧ（Ｄ）と、酸価が１ｍｇＫＯＨ／ｇを超える酸性の含酸素系有機化合物（Ｅ）と、を含有し、
前記潤滑油組成物が、前記含酸素系有機化合物（Ｅ）を、潤滑油組成物全量基準で０．０５〜５．０％含有し、
前記潤滑油組成物が、前記ＰＡＧ（Ｄ）を、潤滑油組成物全量基準で０．１〜２０．０％含有し、且つ
前記基油（Ｃ）と前記ＰＡＧ（Ｄ）と前記酸性の含酸素系有機化合物（Ｅ）は、相互に相違する成分であることを特徴とする低摩擦摺動機構。 A low friction sliding mechanism in which a lubricating oil composition is present on the sliding surface formed by the DLC-coated sliding member (A) and the sliding member (B),
The DLC-coated sliding member (A) is formed by coating a base material with aC-based diamond-like carbon not containing hydrogen,
The sliding member (B) is composed of at least one material selected from the group consisting of a metallic material, a non-metallic material, and a coating material in which a thin film is coated on the surface thereof,
The lubricating oil composition contains a base oil (C), PAG (D), and an acidic oxygen-containing organic compound (E) having an acid value exceeding 1 mgKOH / g ,
The lubricating oil composition contains the oxygen-containing organic compound (E) in an amount of 0.05 to 5.0% based on the total amount of the lubricating oil composition,
The lubricating oil composition contains the PAG (D) in an amount of 0.1 to 20.0% based on the total amount of the lubricating oil composition, and
The low-friction sliding mechanism characterized in that the base oil (C), the PAG (D), and the acidic oxygen-containing organic compound (E) are mutually different components .
マグネシウム合金系材料からなる群より選ばれた少なくとも１種の材料であり、
前記コーティング材料が、ＤＬＣ、セラミックからなる群より選ばれた少なくとも１種の材料の薄膜を被覆して成ることを特徴とする、請求項１〜３のいずれか１つの項に記載の低摩擦摺動機構。 In the sliding member (B), the metal material is at least one material selected from the group consisting of iron-based materials, aluminum alloy materials, and magnesium alloy-based materials,
The low-friction sliding material according to any one of claims 1 to 3, wherein the coating material is formed by coating a thin film of at least one material selected from the group consisting of DLC and ceramic. Moving mechanism.
前記ＰＡＧ（Ｄ）の重量平均分子量が２００〜１０，０００であることを特徴とする、請求項１〜４のいずれか１つの項に記載の低摩擦摺動機構。 The PAG (D) is at least one selected from the group consisting of polyethylene glycol, polypropylene glycol, polybutylene glycol,
The low friction sliding mechanism according to any one of claims 1 to 4, wherein the weight average molecular weight of the PAG (D) is 200 to 10,000.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2015184053A JP6581452B2 (en) | 2015-09-17 | 2015-09-17 | Low friction sliding mechanism with lubricating oil composition using polyalkylene glycol and acidic oxygenated organic compound |
| PCT/EP2016/071887 WO2017046276A1 (en) | 2015-09-17 | 2016-09-15 | Low-friction sliding mechanism including lubricant composition |
| US15/759,730 US20180258362A1 (en) | 2015-09-17 | 2016-09-15 | Low-friction sliding mechanism including lubricant composition |
| EP16766019.0A EP3350294A1 (en) | 2015-09-17 | 2016-09-15 | Low-friction sliding mechanism including lubricant composition |
| RU2018113749A RU2018113749A (en) | 2015-09-17 | 2016-09-15 | SMALL FRICTION SLIDING MECHANISM, INCLUDING LUBRICANT COMPOSITION |
| CN201680053609.2A CN108026472A (en) | 2015-09-17 | 2016-09-15 | Low-friction sliding mechanism including lubricant compositions |
| BR112018005387A BR112018005387A2 (en) | 2015-09-17 | 2016-09-15 | low friction sliding mechanism including lubricant composition |
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| JP2015184053A JP6581452B2 (en) | 2015-09-17 | 2015-09-17 | Low friction sliding mechanism with lubricating oil composition using polyalkylene glycol and acidic oxygenated organic compound |
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| Publication Number | Publication Date |
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| JP2017057302A JP2017057302A (en) | 2017-03-23 |
| JP6581452B2 true JP6581452B2 (en) | 2019-09-25 |
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| JP2015184053A Active JP6581452B2 (en) | 2015-09-17 | 2015-09-17 | Low friction sliding mechanism with lubricating oil composition using polyalkylene glycol and acidic oxygenated organic compound |
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| Country | Link |
|---|---|
| US (1) | US20180258362A1 (en) |
| EP (1) | EP3350294A1 (en) |
| JP (1) | JP6581452B2 (en) |
| CN (1) | CN108026472A (en) |
| BR (1) | BR112018005387A2 (en) |
| RU (1) | RU2018113749A (en) |
| WO (1) | WO2017046276A1 (en) |
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| JP4772504B2 (en) * | 2003-08-01 | 2011-09-14 | Ｊｘ日鉱日石エネルギー株式会社 | Refrigerator oil composition |
| CN100447224C (en) * | 2003-08-06 | 2008-12-31 | 新日本石油株式会社 | System having DLC contacting faces, method for lubricating the system and lubricating oil for the system |
| EP1666573B1 (en) * | 2003-08-06 | 2019-05-15 | Nissan Motor Company Limited | Low-friction sliding mechanism and method of friction reduction |
| JP4539205B2 (en) * | 2003-08-21 | 2010-09-08 | 日産自動車株式会社 | Refrigerant compressor |
| JP4973973B2 (en) * | 2003-08-22 | 2012-07-11 | 日産自動車株式会社 | Low friction sliding member for automatic transmission and automatic transmission oil composition used therefor |
| JP4973972B2 (en) * | 2003-08-22 | 2012-07-11 | 日産自動車株式会社 | Low friction sliding member for continuously variable transmission and continuously variable transmission oil composition used therefor |
| JP4976645B2 (en) * | 2004-07-23 | 2012-07-18 | 出光興産株式会社 | Lubricating oil composition for sliding part of internal combustion engine and sliding method |
| CN1730962A (en) * | 2004-08-06 | 2006-02-08 | 日产自动车株式会社 | The method of low-friction sliding mechanism, low friction reagent composition and reduction friction |
| JP2008308610A (en) * | 2007-06-15 | 2008-12-25 | Idemitsu Kosan Co Ltd | Refrigerator oil composition |
| JP5731306B2 (en) * | 2011-07-21 | 2015-06-10 | 昭和シェル石油株式会社 | Two-phase lubricating oil composition |
| FR2990213B1 (en) * | 2012-05-04 | 2015-04-24 | Total Raffinage Marketing | LUBRICATING COMPOSITION FOR ENGINE |
| JP6055320B2 (en) * | 2013-01-23 | 2016-12-27 | コスモ石油ルブリカンツ株式会社 | Hydraulic fluid composition |
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| EP3350294A1 (en) | 2018-07-25 |
| CN108026472A (en) | 2018-05-11 |
| BR112018005387A2 (en) | 2018-10-09 |
| RU2018113749A (en) | 2019-10-18 |
| US20180258362A1 (en) | 2018-09-13 |
| WO2017046276A1 (en) | 2017-03-23 |
| JP2017057302A (en) | 2017-03-23 |
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